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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Pienza villas

Property grounds

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
San Giovanni d'Asso
9.6 out of 10, Exceptional, (39 reviews)
"Wonderful Graziella and Constantino present a Villa with unique flair. We had the time of our life with cooking and eating too much. Great vacation!! thank You"
Germany
Stephan C.
The price is €681
includes taxes & fees
17 Jun - 18 Jun
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (65 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is €163
includes taxes & fees
4 Jul - 5 Jul
Il Poggio dell'Eremita
Property grounds

Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is €439
includes taxes & fees
16 Jun - 17 Jun
Charming Tuscany Villa w/ Private Infinity Pool
Outdoor dining

Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is €287
includes taxes & fees
21 Jun - 22 Jun
Villa Falco-Cignella Resort Apartments in Tuscany
Exterior

Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups

Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups
Montenero
The price is €643
includes taxes & fees
16 Jun - 17 Jun
Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups
Property grounds

Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning

Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Porrona
The price is €504
includes taxes & fees
16 Jun - 17 Jun
Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Pool

Luxury Villa Podere Del Grasso, Tuscany, ITALY

Luxury Villa Podere Del Grasso, Tuscany, ITALY
Castel del Piano
The price is €1,390
includes taxes & fees
13 Jul - 14 Jul
Luxury Villa Podere Del Grasso, Tuscany, ITALY
Outdoor dining

Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is €1,765
includes taxes & fees
16 Jun - 17 Jun
Villa Capanna: A Window onto Tuscany
Pool

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Torrita di Siena
The price is €2,180
includes taxes & fees
17 Jun - 18 Jun
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Exterior

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
San Quirico d'Orcia
The price is €1,777
includes taxes & fees
16 Jun - 17 Jun
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Exterior

WPRELAIS BORGO VIGNALUNGA

WPRELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (38 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
The price is €1,529
includes taxes & fees
16 Jun - 17 Jun
WPRELAIS BORGO VIGNALUNGA
Outdoor dining

Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Murlo
The price is €2,856
includes taxes & fees
16 Jun - 17 Jun
Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Outdoor dining

Relax Home Holiday

Relax Home Holiday
Umbria
The price is €420
includes taxes & fees
26 Jun - 27 Jun
Relax Home Holiday
Exterior

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Siena
The price is €342
includes taxes & fees
16 Jun - 17 Jun
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Outdoor dining

Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is €289
includes taxes & fees
16 Jun - 17 Jun
Villa Cielo- Cignella Resort Tuscany Accommodation
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is €82
includes taxes & fees
19 Jun - 20 Jun
Artisti del Cavallo Tourism
Exterior

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is €1,029
includes taxes & fees
16 Jun - 17 Jun
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Property grounds

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Siena
10.0 out of 10, Exceptional, (1 review)
"Bellissime camere, dotate di ogni confort, immerse nel verde della campagna toscana. Camere spaziose, comode, luminose e attrezzate di tutto. Proprietari ospitali e gentili, sempre pronti a fornire indicazioni. Grazie di tutto , torneremo senz'altro!"
United States
Annarosa m.
The price is €1,141
includes taxes & fees
18 Jun - 19 Jun
Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Terrace/patio

Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi

Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is €624
includes taxes & fees
21 Jun - 22 Jun
Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Exterior

Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
Trequanda
The price is €561
includes taxes & fees
16 Jun - 17 Jun
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pienza Hotel Reviews

Agriturismo Poggio Tobruk

Agriturismo Poggio Tobruk

10/10 Excellent
"We loved the friendliness of the staff/ owners and how they went out of their with hospitality and local recommendations! We will definitely stay here again!"
Mechelle 6-night trip
Posted 1 day ago
Agriturismo Poggio Tobruk

Find out more about Pienza

Pienza Villas information

Number of reviews
143
Accommodation
1467 Villas
Lowest Price
€82
Highest Price
€2,856

Frequently asked questions

How much do villas in Pienza cost?
Rates for villas in Pienza range between €82 and €2,856 per night. Whatever your budget, you're sure to find a place that fits the bill with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Pienza?
Pack your suitcase and pick from 1467 villas in Pienza. For a family escape, a getaway with pals or anything in between, Expedia will help you find the right place in just a click or two.
Why book your villa in Pienza with Expedia?
With Expedia, it's easy to find your dream villa in Pienza. Holidaying with the kids? Use our helpful filters to search for stays with amenities like WiFi and a pool. If you have a certain budget, select how much you'd like to spend and your preferred star rating. We'll help you find the right stay in tune with your taste and style.
How can I find cheap villas in Pienza?
An excellent way to track down cheap villas in Pienza is with Expedia's user-friendly filter tool. Narrow your search results by budget, star rating and amenities to find unbeatable rates in just a click or two.
What is there to do near my villa in Pienza?
Whatever you're interested in, Pienza has plenty to keep you going. Artemisia Gallery, Pienza Cathedral and Palazzo Comunale are on many visitors' sightseeing itineraries. Don't forget about Palazzo Piccolomini, Historic Centre of Pienza and Piazza Pio II either. With Expedia's hotel deals in Pienza, you can discover more neat attractions like these with the money you save.